Combinatorial synthesis of 4-oxo-4H-imidazo[1,5-a]quinoxalines and 4-oxo-4H-pyrazolo[1,5-a]quinoxalines

被引:18
|
作者
Spatz, Julia H. [1 ,2 ]
Umkehrer, Michael [1 ]
Kalinski, Cedric [1 ]
Ross, Guenther [1 ]
Burdack, Christoph [1 ]
Kolb, Juergen [1 ]
Bach, Thorsten [2 ]
机构
[1] Priaton GmbH, D-81739 Munich, Germany
[2] Tech Univ Munich, D-85747 Garching, Germany
关键词
Ugi-reaction; multi-component reaction; imidazo-quinoxaline; pyrazolo-quinoxaline; nucleophilic aromatic substitution;
D O I
10.1016/j.tetlet.2007.09.015
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A combinatorial synthetic route yielding imidazo[1,5-a]quinoxalines and pyrazolo[1,5-a] quinoxalines is described. The use of 2-fluoroaniline and 1H-imidazole-4-carboxylic acid, respectively, 1H-pyrazole-3-carboxylic acid in the Ugi-reaction (U-4CR) followed by a nucleophilic aromatic substitution (S(N)Ar) affords the imidazo- as well as the pyrazolo-[1,5-a] quinoxaline moiety in good yield and high diversity. (C) 2007 Elsevier Ltd. All rights reserved.
引用
收藏
页码:8060 / 8064
页数:5
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